Search for Cheap Deals onHotels in Chester
Check Last Minute Chester Hotel Deals
Choose from 3020 Chester Hotel Deals
Woodstock Inn & Resort
Top notch service. Great property and beautiful room. Went for anniversary and it did not disappoint. Romantic hotel and town
Reviewed on Nov 26, 2025
The Shire Woodstock
Clean good service and location
Reviewed on Nov 22, 2025
Kimpton Taconic Hotel by IHG
Staff was great. Our room was okay… broken blinds and lots of scuffs on walls
Reviewed on Nov 16, 2025
The Equinox Golf Resort & Spa
Courteous staff Clean room
Reviewed on Nov 22, 2025
Pointe at Castle Hill Resort
Loved our room. Very clean and enjoyed fireplace. Only thing we were bothered by was noise outside our room probably connected to pool heater or filter.
Reviewed on Nov 11, 2025
Hampton Inn and Suites Manchester
The entire property is spotless. Don’t think I’ve ever a cleaner hotel. Staff was very friendly and accommodating. Definitely a keeper!
Reviewed on Dec 2, 2025
Mount Snow Grand Summit Resort
Amazing 2 big hot tubes and warm swim pool on the open air !!! A lot of restaurants around and Beautiful nature! But chairlifts was closed- so check availability
Reviewed on Oct 18, 2025
The Palmer House Resort, an Ascend Collection Hotel
The hotel grounds are beautiful. The indoor pool and hot tub were nice, the room was big and overall it was a good stay. The breakfast could benefit from more fresh fruit to make it healthier but it was OK.
Reviewed on Dec 1, 2025
Hampton Inn Brattleboro
Everything was very nice. I was checked in at the desk by "Jolene" who was cordial, friendly, and welcoming. The room was very clean and it was very quiet. The breakfast in the morning was excellent as was the coffee station. I do miss the little snack bag at the front desk where we could grab 'n ...
Reviewed on Nov 20, 2025
Holiday Inn Club Vacations Mount Ascutney Resort by IHG
Very welcoming, spacious, clean. Perfect for a family of 4.
Reviewed on Nov 18, 2025
On The River Inn
Hands down one of the best places I have ever stayed. Beautiful view, great room and very cozy no matter where you were in the inn.
Reviewed on Nov 19, 2025
The Jackson
Fabulous
Reviewed on Nov 28, 2025
Find cheap hotels in Chester
You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Chester hotel with Hotwire to complete your one-of-a-kind travel checklist.
For you, intrepid voyager, Hotwire has a large selection of the best hotels in Chester.
Choosing the right hotel in Vermont has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Chester’s 3,020 hotels. Choose the one that best catches your trip’s tourist drift.
If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $118. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Chester hotel deals at the last minute.
While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Chester. No matter your reason for visiting Chester, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.
Frequently Asked Questions About Chester hotels
Where can I find the best last-minute travel deals?
If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Chester for as low as $118.
How many hotels are there in Chester?
With over 3,020 hotels in Chester, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $118.
How to find cheap car rentals in Chester?
Finding a cheap car rental deal in Chester is as easy as scoring cheap hotels in Chester. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.
- Hotels near Bonnie's Bundles Dolls
- Hotels near DaVallia Art & Accents
- Hotels near Stratton Mountain Resort
- Hotels near Mount Snow
- Hotels near Okemo Mountain Resort
- Hotels near Killington Resort
- Hotels near Bromley Mountain Ski Resort
- Hotels near Magic Mountain Ski Resort
- Hotels near Green Mountain National Forest
- Hotels near Keene State College
- Hotels near Mount Ascutney
- Hotels near Mount Snow Golf Course
- Hotels near Hildene
- Hotels near Stratton Mountain Summit Gondola
- Hotels near Connecticut River
- Hotels near Vermont Country Store
- Hotels near American Express Ski Lift
- Hotels near Billings Farm and Museum
- Hotels near Sunrise Village Triple Ski Lift
- Hotels near Weston Playhouse
- Killington Hotels
- Woodstock Hotels
- Ludlow Hotels
- Stratton Hotels
- Manchester Hotels
- West Dover Hotels
- White Mountains Hotels
- Brattleboro Hotels
- Rutland Hotels
- Keene Hotels
- West Lebanon Hotels
- Wilmington Hotels
- White River Junction Hotels
- Manchester Center Hotels
- Quechee Hotels
- Appalachian Mountains Hotels
- Londonderry Hotels
- Peru Hotels
- Plymouth Hotels
- Bondville Hotels
